Diastereoselective Synthesis of Pyrroloquinolines via N-H Functionalization of Indoles with Vinyl Sulfonium Salts

被引：8

作者：

Ma, Ruiying ^{[1
]}

Zhou, Zijie ^{[1
]}

Yang, Peng ^{[1
]}

Ye, Ling ^{[2
]}

Shi, Zhichuan ^{[1
]}

Zhao, Zhigang ^{[1
]}

Li, Xuefeng ^{[1
]}

机构：

[1] Southwest Minzu Univ, Sch Chem & Environm, Natl Ethn Affairs Commiss, Key Lab Gen Chem, Chengdu 610041, Peoples R China

[2] Southwest Jiaotong Univ, Fac Geosci & Environm Engn, Chengdu 610031, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 89卷 / 01期

关键词：

ONE-POT SYNTHESIS; AMARYLLIDACEAE ALKALOIDS; CYCLIZATION REACTIONS; VINYLSULFONIUM SALTS; FUSED HETEROCYCLES; SULFUR YLIDES; ANNULATION; ALPHA; DERIVATIVES; EFFICIENT;

D O I：

10.1021/acs.joc.3c02211

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A [2 + 4]/[1 + 2] annulation approach was successfully established to construct pyrroloquinoline-fused cyclopropane in a highly diastereoselective fashion (>20:1 dr). The tetracyclic 1,7-fused indoles were efficiently obtained from readily available starting materials under mild conditions. This methodology displays impressive substrate generality with two reaction components. The products resulting from this doubly annulative strategy are useful synthetic intermediates.

引用

页码：452 / 462

页数：11

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